Methyl iodide → HCID 57991935, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of (S)-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl)(4-(trifluoromethyl)phenyl)methanol (4.09 g, 11.4 mmol) (prepared as shown in Scheme 27) and THF (60 mL) at 0° C., was added methyl iodide (4.28 mL, 68.5 mmol) and sodium hydride (60% dispersion in mineral oil, 0.55 g, 13.7 mmol). The mixture was stirred and gradually warmed to 10° C., then diluted with EtOAc and washed with saturated NH4Cl. The aqueous layer was extracted with EtOAc three times. The combined organic layers were washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The resulting product was purified by chromatography on silica gel (0-10% EtOAc-hexane) to provide the title product as a white solid (3.7 g, 88%). LCMS (API-ES) m/z: 373 (M+H+).

Provenance & Evidence